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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Windsor cottages

Interior
Inviting 2-Bed Cottage in Windsor

Inviting 2-Bed Cottage in Windsor

Windsor City Centre
7.0 out of 10, Good, (7)
"Everything you could need for a break away in beautiful Windsor"
United Kingdom
Gemma W.
$242 nightly
The price is $242
Dec 17 - Dec 18
Total with taxes and fees
Inviting 2-Bed Cottage in Windsor
Exterior
Nr Windsor- Unique Cottage Stay for upto 14 guests

Nr Windsor- Unique Cottage Stay for upto 14 guests

Dorney
10.0 out of 10, Exceptional, (2)
"Great house, really well equipped with loads of parking. Great area with loads to do with the kids. We would love to book it again! Thank you!"
United Kingdom
Laura S.
$712 nightly
The price is $712
Dec 11 - Dec 12
Total with taxes and fees
Nr Windsor- Unique Cottage Stay for upto 14 guests
Cottage | Terrace/patio
Coventina

Coventina

3.0 star property
Wraysbury
$2,513 nightly
The price is $3,016
Dec 20 - Dec 21
Total with taxes and fees
Coventina
Cottage | Interior
Inviting 2-bed Cottage in Windsor

Inviting 2-bed Cottage in Windsor

3.0 star property
Windsor City Centre
2.0 out of 10, (1)
"We had absolutely no heating. I tried several times to contact the owner by email, messenger and by phoning her. No reply. I had been in contact with her regarding check in via email and messenger, I even sent a photo of the temperature in the house. 10 degrees. I had to source 2 radiators myself, which a kind neighbour lent us. I would like a refund for our inconvenience "
United Kingdom
Anonymous traveler
$241 nightly
The price is $241
Dec 16 - Dec 17
Total with taxes and fees
Inviting 2-bed Cottage in Windsor
Exterior
Thames Retreat

Thames Retreat

3.0 star property
Wraysbury
$456 nightly
The price is $547
Dec 19 - Dec 20
Total with taxes and fees
Thames Retreat
Outdoor dining
Cosy city retreat in Belgravia. Pet-Friendly!

Cosy city retreat in Belgravia. Pet-Friendly!

2.0 star property
London City Centre
$778 nightly
The price is $778
Dec 13 - Dec 14
Total with taxes and fees
Cosy city retreat in Belgravia. Pet-Friendly!
Cottage | Exterior
1 Bed Cottage-museum View-garden-free Parking

1 Bed Cottage-museum View-garden-free Parking

3.0 star property
Weybridge
8.8 out of 10, Excellent, (3)
"This was a perfect find. Communication great, the host is a pleasure to deal with. Great space and super-quiet. A lovely place to relax. Highly recommended "
United Kingdom
Raquel
$215 nightly
The price is $215
Dec 13 - Dec 14
Total with taxes and fees
1 Bed Cottage-museum View-garden-free Parking
Cottage | Interior
Gleneagles

Gleneagles

3.5 star property
Ascot
$8,506 nightly
The price is $10,208
Dec 17 - Dec 18
Total with taxes and fees
Gleneagles
Exterior
1400Cottage – An enchanting unique stay

1400Cottage – An enchanting unique stay

Henley-On-Thames
9.4 out of 10, Exceptional, (3)
"Very cute, very wonky building. Great location in the middle of town with on-street parking."
United Kingdom
jane c.
$261 nightly
The price is $261
Jan 6 - Jan 7, 2026
Total with taxes and fees
1400Cottage – An enchanting unique stay
Exterior
Blackwood - Peaceful cottage surround by woodlands

Blackwood - Peaceful cottage surround by woodlands

2.0 star property
Cobham
$316 nightly
The price is $316
Dec 11 - Dec 12
Total with taxes and fees
Blackwood - Peaceful cottage surround by woodlands
Property grounds
1 Bed Cottage-Museum View-Garden-Free Parking

1 Bed Cottage-Museum View-Garden-Free Parking

Weybridge
10.0 out of 10, Exceptional, (1)
"Xanthe was the consumate host. She brought us wonderful treats and her beautiful welcoming smile. We walked to the Brooklands museum. A must if you are into planes,buses, and automobiles. Love this place.Suzanne "
United States
Suzanne D.
$216 nightly
The price is $216
Dec 17 - Dec 18
Total with taxes and fees
1 Bed Cottage-Museum View-Garden-Free Parking
Outdoor dining
1 bedroom accommodation in Great Missenden

1 bedroom accommodation in Great Missenden

Great Missenden
10.0 out of 10, Exceptional, (3)
"Great communication from host before arrival. Lovely setting and lovely little cottage to enjoy a peaceful time away. Host provided some treats and essentials which were all really nice touches and well enjoyed! Extremely clean and well kept. Definitely recommend!"
United States
Gareth Morgans
$326 nightly
The price is $326
Jan 10 - Jan 11, 2026
Total with taxes and fees
1 bedroom accommodation in Great Missenden
Exterior
A spacious and well presented bungalow with amazing views over Berkshire.

A spacious and well presented bungalow with amazing views over Berkshire.

Reading
10.0 out of 10, Exceptional, (1)
"Great location and beautiful garden with views across the hills. Spotlessly clean and well maintained with all the things you may need for your holiday. The caretakers were very friendly and helpful and cared about us and the property with pride. Local supermarkets, petrol station and IKEA were only a mile down the road plus a five minute walk from the property was a pub serving food and an excellent fish n chips shop! Buses into town from outside the chippy were every 10 minutes or sooner!"
United States
Michael Jeffs
$609 nightly
The price is $609
Dec 11 - Dec 12
Total with taxes and fees
A spacious and well presented bungalow with amazing views over Berkshire.
Property grounds
Charming Cottage within Ancient Woodland Forest

Charming Cottage within Ancient Woodland Forest

Cobham
10.0 out of 10, Exceptional, (1)
"Thoroughly enjoyed our stay at this beautiful, cozy, warm Ariel cottage. Woodland area for walks nearby golf course, dogs welcome although we did not take any pets but so suitable for your furry friends.Jake very welcoming, thankyou so much"
United Kingdom
Heidi C.
$266 nightly
The price is $266
Dec 18 - Dec 19
Total with taxes and fees
Charming Cottage within Ancient Woodland Forest
Private kitchen
1 bedroom accommodation in Carshalton

1 bedroom accommodation in Carshalton

Carshalton South and Clockhouse
$334 nightly
The price is $334
Dec 13 - Dec 14
Total with taxes and fees
1 bedroom accommodation in Carshalton
Exterior
A lovely couples retreat in the heart of the Chilterns.

A lovely couples retreat in the heart of the Chilterns.

Penn
9.0 out of 10, Wonderful, (4)
"Was.nice and clean and lovely location "
United Kingdom
Gavin S.
$327 nightly
The price is $327
Jan 9 - Jan 10, 2026
Total with taxes and fees
A lovely couples retreat in the heart of the Chilterns.
Cottage | Exterior
Tring Grange Cottage - Sleeps 2 - Onsite Parking

Tring Grange Cottage - Sleeps 2 - Onsite Parking

3.0 star property
Tring
10.0 out of 10, Exceptional, (2)
"Excellent really enjoyed stay. Perfect little getaway for a short break. "
United Kingdom
Peter
$213 nightly
The price is $255
Dec 17 - Dec 18
Total with taxes and fees
Tring Grange Cottage - Sleeps 2 - Onsite Parking
Cottage | Interior
Bakehouse Farm

Bakehouse Farm

3.5 star property
Princes Risborough
$1,314 nightly
The price is $1,576
Dec 16 - Dec 17
Total with taxes and fees
Bakehouse Farm
Property grounds
Cozy en-suite with exclusive private entrance

Cozy en-suite with exclusive private entrance

2.0 star property
Great Bookham
$137 nightly
The price is $137
Dec 17 - Dec 18
Total with taxes and fees
Cozy en-suite with exclusive private entrance
Exterior
2 bedroom accommodation in Bramley, near Tadley

2 bedroom accommodation in Bramley, near Tadley

Bramley, near Tadley
$598 nightly
The price is $598
Jan 10 - Jan 11, 2026
Total with taxes and fees
2 bedroom accommodation in Bramley, near Tadley
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

The Crown And Cushion

The Crown And Cushion

10/10 Excellent
"Very think was in place for me it was excellent thank you for having me "
Anthony 4-night trip
Posted 3 days ago
The Crown And Cushion

Find out more about Windsor

Windsor Cottages information

Number of reviews
17
Accommodation
18 Cottages
Lowest Price
$137
Highest Price
$10,208

Frequently asked questions

How much do cottages in Windsor cost?
Cottages in Windsor range between $137 and $10,208 per night. These stays offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Windsor?
Select from multiple cottages in Windsor with a total average guest review rating of 9.1. Luxury Cottage Near Windsor Castle is a comfortable place to put your feet up between adventures. This 3.5-star cottage also has an oven and clothes washing facilities. Balmoral Gardens is another leading pick with travelers in this area. It has a 3.5-star rating and amenities including a garden and individually decorated rooms.
How many cottages are there in Windsor?
Get in touch with nature in one of the 18 cottages on offer in Windsor. To help you reserve your ideal place, use our filter tool to search for perks or amenities you need.
Are there any family-friendly cottages in Windsor?
Kick back at Luxury Cottage Near Windsor Castle, a 3.5-star cottage not far from downtown. Amenities here include WiFi and an oven. Another family-friendly pick where you can swap the concrete jungle for nature is Balmoral Gardens. A playground and WiFi help make this 3.5-star cottage a guest favorite. Once you've checked in and dropped off your luggage, there are lots of family-friendly attractions to see around Windsor. Windsor Castle and LEGOLAND® Windsor guarantee fun for all ages.
Why book your cottage in Windsor with Expedia?
We think that vacays should be simple, so if you're chasing cottages in Windsor at a nice price, Expedia has got your back. Save money and pick a wallet-friendly option surrounded by nature, or book an upmarket cottage to spoil your favorite people.
How can I find cheap cottages in Windsor?
With Expedia's handy filter tool, sourcing cheap cottages in Windsor is a cinch. To find accommodations that'll make your wallet smile, refine your search results by amenities, budget and star rating.
What is there to do in Windsor near my cottage?
Whatever your interests, Windsor has loads of things to capture your imagination. St. Georges Chapel, Windsor Castle and LEGOLAND® Windsor are on many travelers' to-do lists. Don't forget about Windsor Bridge, Dorney Lake and Windsor Racecourse either. With Expedia's hotel deals in Windsor, you'll be able to discover even more fantastic attractions like these with the money you save.

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